#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:15:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180384 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/53/7205354.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7205354
loop_
_publ_author_name
'Santos, Paulo F.'
'Reis, Lucinda V.'
'Almeida, Paulo'
'Lynch, Daniel E.'
_publ_section_title
;
 Crystal structures of a benzoselenazole-derived squarylium cyanine dye
 and three derivatives substituted at the central squaric ring
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1333
_journal_paper_doi               10.1039/c0ce00420k
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C33 H40 N3 O Se2, C F3 O3 S, H2 O'
_chemical_formula_sum            'C34 H42 F3 N3 O5 S Se2'
_chemical_formula_weight         819.70
_chemical_name_common
;
3-Hexyl-2-(3-(3-hexyl-3H-benzoselenazol-2-ylidenemethyl)-2-
methylamino-4-oxocyclobut-2-enylidenemethyl)benzoselenazol-3-ium
trifluoromethanesulfonate hydrate
;
_chemical_name_systematic
;
3-Hexyl-2-[3-(3-hexyl-3H-benzoselenazol-2-ylidenemethyl)-2-methylamino-4-
oxocyclobut-2-enylidenemethyl]benzoselenazol-3-ium trifluoromethanesulfonate
hydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.0220(10)
_cell_angle_beta                 98.479(2)
_cell_angle_gamma                116.8880(10)
_cell_formula_units_Z            2
_cell_length_a                   12.8136(3)
_cell_length_b                   13.1269(4)
_cell_length_c                   13.1817(4)
_cell_measurement_reflns_used    7828
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1751.49(9)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) and COLLECT'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO and COLLECT'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10 cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26283
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.232
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         6861
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0524
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+7.7040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                5491
_reflns_number_total             6861
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            C0CE00420K.TXT
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_database_code               7205354
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.48665(4) 0.15483(4) -0.02814(4) 0.02186(12) Uani 1 1 d . . .
Se2 Se -0.05512(4) -0.15465(4) -0.20566(4) 0.02684(13) Uani 1 1 d . . .
O1 O 0.2139(3) -0.0040(3) -0.0798(3) 0.0311(8) Uani 1 1 d . . .
N1 N 0.6536(3) 0.1970(3) 0.1563(3) 0.0223(8) Uani 1 1 d . . .
N2 N -0.2199(3) -0.2610(3) -0.1094(3) 0.0263(8) Uani 1 1 d . . .
N3 N 0.2293(3) -0.0499(4) 0.2504(3) 0.0290(9) Uani 1 1 d . . .
H31 H 0.3046 -0.0136 0.2992 0.036 Uiso 1 1 calc R . .
C1 C 0.1234(5) -0.1183(6) 0.2813(4) 0.0418(13) Uani 1 1 d . . .
H11 H 0.0747 -0.0781 0.2867 0.052 Uiso 1 1 calc R . .
H12 H 0.1536 -0.1157 0.3554 0.052 Uiso 1 1 calc R . .
H13 H 0.0706 -0.2072 0.2227 0.052 Uiso 1 1 calc R . .
C2 C 0.5283(4) 0.1437(4) 0.1090(4) 0.0207(9) Uani 1 1 d . . .
C3 C 0.7185(4) 0.2894(4) -0.0709(4) 0.0285(10) Uani 1 1 d . . .
H3 H 0.6720 0.2797 -0.1403 0.036 Uiso 1 1 calc R . .
C4 C 0.8486(4) 0.3521(4) -0.0345(4) 0.0297(11) Uani 1 1 d . . .
H4 H 0.8911 0.3852 -0.0803 0.037 Uiso 1 1 calc R . .
C5 C 0.9172(4) 0.3672(4) 0.0669(4) 0.0308(11) Uani 1 1 d . . .
H5 H 1.0057 0.4119 0.0906 0.038 Uiso 1 1 calc R . .
C6 C 0.8570(4) 0.3172(4) 0.1340(4) 0.0270(10) Uani 1 1 d . . .
H6 H 0.9037 0.3262 0.2029 0.034 Uiso 1 1 calc R . .
C7 C 0.7267(4) 0.2534(4) 0.0988(4) 0.0210(9) Uani 1 1 d . . .
C8 C 0.6597(4) 0.2419(4) -0.0023(4) 0.0231(9) Uani 1 1 d . . .
C9 C 0.4443(4) 0.0887(4) 0.1594(4) 0.0232(9) Uani 1 1 d . . .
H9 H 0.4785 0.0963 0.2324 0.029 Uiso 1 1 calc R . .
C10 C 0.3158(4) 0.0242(4) 0.1129(4) 0.0235(9) Uani 1 1 d . . .
C11 C 0.2201(4) -0.0387(4) 0.1540(4) 0.0243(10) Uani 1 1 d . . .
C12 C 0.1208(4) -0.0822(4) 0.0539(4) 0.0229(9) Uani 1 1 d . . .
C13 C 0.2159(4) -0.0171(4) 0.0081(4) 0.0235(10) Uani 1 1 d . . .
C14 C -0.0087(4) -0.1563(4) 0.0179(4) 0.0230(9) Uani 1 1 d . . .
H14 H -0.0425 -0.1854 0.0695 0.029 Uiso 1 1 calc R . .
C15 C -0.0937(4) -0.1926(4) -0.0836(4) 0.0239(10) Uani 1 1 d . . .
C16 C -0.2919(5) -0.2596(5) -0.3872(4) 0.0353(12) Uani 1 1 d . . .
H16 H -0.2467 -0.2229 -0.4299 0.044 Uiso 1 1 calc R . .
C17 C -0.4210(5) -0.3302(5) -0.4276(5) 0.0401(13) Uani 1 1 d . . .
H17 H -0.4654 -0.3420 -0.4991 0.050 Uiso 1 1 calc R . .
C18 C -0.4864(5) -0.3837(5) -0.3657(5) 0.0374(12) Uani 1 1 d . . .
H18 H -0.5751 -0.4337 -0.3965 0.047 Uiso 1 1 calc R . .
C19 C -0.4257(4) -0.3661(5) -0.2600(4) 0.0338(12) Uani 1 1 d . . .
H19 H -0.4714 -0.4030 -0.2178 0.042 Uiso 1 1 calc R . .
C20 C -0.2956(4) -0.2926(4) -0.2168(4) 0.0256(10) Uani 1 1 d . . .
C21 C -0.2306(4) -0.2442(4) -0.2826(4) 0.0278(10) Uani 1 1 d . . .
C22 C 0.7109(4) 0.1937(4) 0.2596(4) 0.0234(9) Uani 1 1 d . . .
H221 H 0.7843 0.1880 0.2535 0.029 Uiso 1 1 calc R . .
H222 H 0.6500 0.1166 0.2644 0.029 Uiso 1 1 calc R . .
C23 C 0.7516(4) 0.3111(4) 0.3681(4) 0.0253(10) Uani 1 1 d . . .
H231 H 0.8042 0.3885 0.3594 0.032 Uiso 1 1 calc R . .
H232 H 0.6768 0.3112 0.3792 0.032 Uiso 1 1 calc R . .
C24 C 0.8246(4) 0.3158(4) 0.4733(4) 0.0298(11) Uani 1 1 d . . .
H241 H 0.8948 0.3077 0.4591 0.037 Uiso 1 1 calc R . .
H242 H 0.7693 0.2419 0.4854 0.037 Uiso 1 1 calc R . .
C25 C 0.8766(4) 0.4389(5) 0.5828(4) 0.0330(11) Uani 1 1 d . . .
H251 H 0.9340 0.4409 0.6437 0.041 Uiso 1 1 calc R . .
H252 H 0.9269 0.5123 0.5679 0.041 Uiso 1 1 calc R . .
C26 C 0.7819(5) 0.4575(5) 0.6278(4) 0.0416(13) Uani 1 1 d . . .
H261 H 0.8255 0.5436 0.6928 0.052 Uiso 1 1 calc R . .
H262 H 0.7228 0.4536 0.5669 0.052 Uiso 1 1 calc R . .
C27 C 0.7097(7) 0.3610(7) 0.6666(6) 0.081(3) Uani 1 1 d . . .
H271 H 0.6553 0.3827 0.7008 0.101 Uiso 1 1 calc R . .
H272 H 0.7677 0.3605 0.7236 0.101 Uiso 1 1 calc R . .
H273 H 0.6588 0.2764 0.6008 0.101 Uiso 1 1 calc R . .
C28 C -0.2753(4) -0.2988(4) -0.0282(4) 0.0271(10) Uani 1 1 d . . .
H281 H -0.3539 -0.2999 -0.0386 0.034 Uiso 1 1 calc R . .
H282 H -0.2174 -0.2344 0.0508 0.034 Uiso 1 1 calc R . .
C29 C -0.3031(4) -0.4304(4) -0.0427(4) 0.0304(11) Uani 1 1 d . . .
H291 H -0.3735 -0.4970 -0.1152 0.038 Uiso 1 1 calc R . .
H292 H -0.2291 -0.4354 -0.0477 0.038 Uiso 1 1 calc R . .
C30 C -0.3360(4) -0.4564(4) 0.0565(4) 0.0306(11) Uani 1 1 d . . .
H301 H -0.3869 -0.5497 0.0300 0.038 Uiso 1 1 calc R . .
H302 H -0.3878 -0.4217 0.0793 0.038 Uiso 1 1 calc R . .
C31 C -0.2215(4) -0.3980(5) 0.1616(4) 0.0318(11) Uani 1 1 d . . .
H311 H -0.1696 -0.4324 0.1386 0.040 Uiso 1 1 calc R . .
H312 H -0.1709 -0.3046 0.1882 0.040 Uiso 1 1 calc R . .
C32 C -0.2535(5) -0.4239(5) 0.2605(5) 0.0354(12) Uani 1 1 d . . .
H321 H -0.2975 -0.5169 0.2363 0.044 Uiso 1 1 calc R . .
H322 H -0.3112 -0.3962 0.2794 0.044 Uiso 1 1 calc R . .
C33 C -0.1396(5) -0.3561(5) 0.3673(5) 0.0434(13) Uani 1 1 d . . .
H331 H -0.0973 -0.2638 0.3937 0.054 Uiso 1 1 calc R . .
H332 H -0.0821 -0.3835 0.3495 0.054 Uiso 1 1 calc R . .
H333 H -0.1657 -0.3775 0.4276 0.054 Uiso 1 1 calc R . .
S1 S 0.37647(13) 0.14860(13) 0.65851(12) 0.0375(3) Uani 1 1 d . . .
F1 F 0.1550(7) 0.0971(8) 0.5928(8) 0.053(2) Uani 0.50 1 d PU . .
F2 F 0.1270(8) 0.0179(11) 0.5479(8) 0.080(3) Uani 0.50 1 d PU . .
F3 F 0.1654(8) -0.0595(8) 0.5898(9) 0.069(3) Uani 0.50 1 d PU . .
F4 F 0.1832(8) -0.0465(8) 0.6621(9) 0.059(2) Uani 0.50 1 d PU . .
F5 F 0.2068(12) 0.0904(13) 0.7491(10) 0.074(3) Uani 0.50 1 d PU . .
F6 F 0.1843(11) 0.1212(9) 0.7270(10) 0.061(3) Uani 0.50 1 d PU . .
O2 O 0.3747(9) 0.1173(12) 0.5452(8) 0.068(3) Uani 0.50 1 d PU . .
O3 O 0.3782(9) 0.0511(10) 0.5679(9) 0.066(3) Uani 0.50 1 d PU . .
O4 O 0.4387(7) 0.1024(9) 0.7166(8) 0.049(2) Uani 0.50 1 d PU . .
O5 O 0.4418(9) 0.1924(13) 0.7695(9) 0.085(3) Uani 0.50 1 d PU . .
O6 O 0.4249(9) 0.2802(9) 0.7264(12) 0.084(3) Uani 0.50 1 d PU . .
O7 O 0.3751(10) 0.2412(10) 0.6253(10) 0.067(3) Uani 0.50 1 d PU . .
C34 C 0.2172(5) 0.0608(5) 0.6486(4) 0.0344(12) Uani 1 1 d . . .
O1W O 0.4812(4) 0.0598(4) 0.3940(3) 0.0441(10) Uani 1 1 d . . .
H1W H 0.512(6) 0.014(6) 0.387(5) 0.055 Uiso 1 1 d . . .
H2W H 0.468(6) 0.073(6) 0.457(6) 0.055 Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Se1 C8 86.34(18) . . ?
C15 Se2 C21 86.7(2) . . ?
C2 N1 C7 115.8(4) . . ?
C2 N1 C22 123.4(4) . . ?
C7 N1 C22 120.7(3) . . ?
C15 N2 C20 117.3(4) . . ?
C15 N2 C28 121.9(4) . . ?
C20 N2 C28 120.8(4) . . ?
C11 N3 C1 124.5(4) . . ?
C11 N3 H31 117.7 . . ?
C1 N3 H31 117.7 . . ?
N3 C1 H11 109.5 . . ?
N3 C1 H12 109.5 . . ?
H11 C1 H12 109.5 . . ?
N3 C1 H13 109.5 . . ?
H11 C1 H13 109.5 . . ?
H12 C1 H13 109.5 . . ?
N1 C2 C9 122.3(4) . . ?
N1 C2 Se1 112.0(3) . . ?
C9 C2 Se1 125.7(3) . . ?
C8 C3 C4 117.7(4) . . ?
C8 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
C5 C4 C3 121.5(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C6 C5 C4 120.3(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.2(4) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
N1 C7 C6 125.6(4) . . ?
N1 C7 C8 114.9(4) . . ?
C6 C7 C8 119.5(4) . . ?
C3 C8 C7 121.8(4) . . ?
C3 C8 Se1 127.3(4) . . ?
C7 C8 Se1 110.9(3) . . ?
C10 C9 C2 126.0(4) . . ?
C10 C9 H9 117.0 . . ?
C2 C9 H9 117.0 . . ?
C9 C10 C11 131.4(4) . . ?
C9 C10 C13 140.4(4) . . ?
C11 C10 C13 88.2(3) . . ?
N3 C11 C12 136.2(4) . . ?
N3 C11 C10 130.0(4) . . ?
C12 C11 C10 93.8(4) . . ?
N3 C11 C13 177.0(4) . . ?
C10 C11 C13 47.0(3) . . ?
C14 C12 C11 134.3(4) . . ?
C14 C12 C13 137.3(4) . . ?
C11 C12 C13 88.4(3) . . ?
O1 C13 C12 135.5(4) . . ?
O1 C13 C10 134.9(4) . . ?
C12 C13 C10 89.6(3) . . ?
O1 C13 C11 179.7(4) . . ?
C15 C14 C12 127.7(4) . . ?
C15 C14 H14 116.2 . . ?
C12 C14 H14 116.2 . . ?
N2 C15 C14 123.5(4) . . ?
N2 C15 Se2 110.5(3) . . ?
C14 C15 Se2 126.0(3) . . ?
C21 C16 C17 117.7(5) . . ?
C21 C16 H16 121.2 . . ?
C17 C16 H16 121.2 . . ?
C18 C17 C16 121.1(5) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 121.4(5) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C20 118.3(5) . . ?
C18 C19 H19 120.9 . . ?
C20 C19 H19 120.9 . . ?
C16 C21 C20 121.7(4) . . ?
C16 C21 Se2 127.6(4) . . ?
C20 C21 Se2 110.6(3) . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 N2 114.7(4) . . ?
C19 C20 N2 125.6(4) . . ?
N1 C22 C23 112.1(3) . . ?
N1 C22 H221 109.2 . . ?
C23 C22 H221 109.2 . . ?
N1 C22 H222 109.2 . . ?
C23 C22 H222 109.2 . . ?
H221 C22 H222 107.9 . . ?
C24 C23 C22 112.1(4) . . ?
C24 C23 H231 109.2 . . ?
C22 C23 H231 109.2 . . ?
C24 C23 H232 109.2 . . ?
C22 C23 H232 109.2 . . ?
H231 C23 H232 107.9 . . ?
C23 C24 C25 113.4(4) . . ?
C23 C24 H241 108.9 . . ?
C25 C24 H241 108.9 . . ?
C23 C24 H242 108.9 . . ?
C25 C24 H242 108.9 . . ?
H241 C24 H242 107.7 . . ?
C26 C25 C24 116.3(4) . . ?
C26 C25 H251 108.2 . . ?
C24 C25 H251 108.2 . . ?
C26 C25 H252 108.2 . . ?
C24 C25 H252 108.2 . . ?
H251 C25 H252 107.4 . . ?
C27 C26 C25 113.6(5) . . ?
C27 C26 H261 108.9 . . ?
C25 C26 H261 108.9 . . ?
C27 C26 H262 108.9 . . ?
C25 C26 H262 108.9 . . ?
H261 C26 H262 107.7 . . ?
C26 C27 H271 109.5 . . ?
C26 C27 H272 109.5 . . ?
H271 C27 H272 109.5 . . ?
C26 C27 H273 109.5 . . ?
H271 C27 H273 109.5 . . ?
H272 C27 H273 109.5 . . ?
N2 C28 C29 113.0(4) . . ?
N2 C28 H281 109.0 . . ?
C29 C28 H281 109.0 . . ?
N2 C28 H282 109.0 . . ?
C29 C28 H282 109.0 . . ?
H281 C28 H282 107.8 . . ?
C30 C29 C28 112.0(4) . . ?
C30 C29 H291 109.2 . . ?
C28 C29 H291 109.2 . . ?
C30 C29 H292 109.2 . . ?
C28 C29 H292 109.2 . . ?
H291 C29 H292 107.9 . . ?
C29 C30 C31 113.5(4) . . ?
C29 C30 H301 108.9 . . ?
C31 C30 H301 108.9 . . ?
C29 C30 H302 108.9 . . ?
C31 C30 H302 108.9 . . ?
H301 C30 H302 107.7 . . ?
C32 C31 C30 113.9(4) . . ?
C32 C31 H311 108.8 . . ?
C30 C31 H311 108.8 . . ?
C32 C31 H312 108.8 . . ?
C30 C31 H312 108.8 . . ?
H311 C31 H312 107.7 . . ?
C31 C32 C33 113.2(4) . . ?
C31 C32 H321 108.9 . . ?
C33 C32 H321 108.9 . . ?
C31 C32 H322 108.9 . . ?
C33 C32 H322 108.9 . . ?
H321 C32 H322 107.8 . . ?
C32 C33 H331 109.5 . . ?
C32 C33 H332 109.5 . . ?
H331 C33 H332 109.5 . . ?
C32 C33 H333 109.5 . . ?
H331 C33 H333 109.5 . . ?
H332 C33 H333 109.5 . . ?
O2 S1 O4 112.3(6) . . ?
O2 S1 O6 114.3(8) . . ?
O6 S1 O4 111.0(7) . . ?
O5 S1 O3 120.9(8) . . ?
O7 S1 O3 111.8(6) . . ?
O5 S1 O7 116.2(8) . . ?
O2 S1 C34 106.2(4) . . ?
O3 S1 C34 99.9(4) . . ?
O4 S1 C34 104.7(4) . . ?
O5 S1 C34 103.5(4) . . ?
O6 S1 C34 107.5(4) . . ?
O7 S1 C34 99.9(4) . . ?
F3 C34 F1 106.9(7) . . ?
F5 C34 F1 106.2(7) . . ?
F3 C34 F5 112.5(9) . . ?
F4 C34 F2 103.0(7) . . ?
F6 C34 F2 102.6(8) . . ?
F6 C34 F4 101.3(7) . . ?
F1 C34 S1 107.1(5) . . ?
F2 C34 S1 117.0(5) . . ?
F3 C34 S1 112.3(5) . . ?
F4 C34 S1 114.7(5) . . ?
F5 C34 S1 111.4(7) . . ?
F6 C34 S1 116.1(6) . . ?
H1W O1W H2W 107(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C2 1.879(4) . ?
Se1 C8 1.890(4) . ?
Se2 C15 1.902(5) . ?
Se2 C21 1.904(4) . ?
O1 C13 1.224(5) . ?
N1 C2 1.365(5) . ?
N1 C7 1.395(5) . ?
N1 C22 1.471(5) . ?
N2 C15 1.365(5) . ?
N2 C20 1.401(6) . ?
N2 C28 1.465(6) . ?
N3 C11 1.321(6) . ?
N3 C1 1.454(6) . ?
N3 H31 0.88 . ?
C1 H11 0.98 . ?
C1 H12 0.98 . ?
C1 H13 0.98 . ?
C2 C9 1.393(6) . ?
C3 C8 1.384(6) . ?
C3 C4 1.398(6) . ?
C3 H3 0.95 . ?
C4 C5 1.387(7) . ?
C4 H4 0.95 . ?
C5 C6 1.388(7) . ?
C5 H5 0.95 . ?
C6 C7 1.399(6) . ?
C6 H6 0.95 . ?
C7 C8 1.397(6) . ?
C9 C10 1.380(6) . ?
C9 H9 0.95 . ?
C10 C11 1.432(6) . ?
C10 C13 1.484(6) . ?
C11 C12 1.429(6) . ?
C11 C13 2.029(7) . ?
C12 C14 1.391(6) . ?
C12 C13 1.480(6) . ?
C14 C15 1.374(6) . ?
C14 H14 0.95 . ?
C16 C21 1.384(7) . ?
C16 C17 1.383(7) . ?
C16 H16 0.95 . ?
C17 C18 1.379(8) . ?
C17 H17 0.95 . ?
C18 C19 1.381(7) . ?
C18 H18 0.95 . ?
C19 C20 1.393(6) . ?
C19 H19 0.95 . ?
C21 C20 1.394(7) . ?
C22 C23 1.519(6) . ?
C22 H221 0.99 . ?
C22 H222 0.99 . ?
C23 C24 1.521(6) . ?
C23 H231 0.99 . ?
C23 H232 0.99 . ?
C24 C25 1.536(6) . ?
C24 H241 0.99 . ?
C24 H242 0.99 . ?
C25 C26 1.508(7) . ?
C25 H251 0.99 . ?
C25 H252 0.99 . ?
C26 C27 1.491(9) . ?
C26 H261 0.99 . ?
C26 H262 0.99 . ?
C27 H271 0.98 . ?
C27 H272 0.98 . ?
C27 H273 0.98 . ?
C28 C29 1.535(6) . ?
C28 H281 0.99 . ?
C28 H282 0.99 . ?
C29 C30 1.526(7) . ?
C29 H291 0.99 . ?
C29 H292 0.99 . ?
C30 C31 1.533(7) . ?
C30 H301 0.99 . ?
C30 H302 0.99 . ?
C31 C32 1.518(7) . ?
C31 H311 0.99 . ?
C31 H312 0.99 . ?
C32 C33 1.519(7) . ?
C32 H321 0.99 . ?
C32 H322 0.99 . ?
C33 H331 0.98 . ?
C33 H332 0.98 . ?
C33 H333 0.98 . ?
S1 O5 1.352(10) . ?
S1 O2 1.409(9) . ?
S1 O7 1.426(9) . ?
S1 O6 1.424(9) . ?
S1 O3 1.450(9) . ?
S1 O4 1.466(8) . ?
S1 C34 1.790(6) . ?
F1 C34 1.342(9) . ?
F2 C34 1.374(10) . ?
F3 C34 1.279(10) . ?
F4 C34 1.356(10) . ?
F5 C34 1.299(13) . ?
F6 C34 1.332(12) . ?
O1W H1W 0.85(6) . ?
O1W H2W 0.84(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H31 O1W 0.88 2.00 2.880(5) 173.0 .
O1W H1W O4 0.85(6) 2.09(6) 2.847(10) 149(6) 2_656
O1W H1W O3 0.85(6) 2.06(6) 2.862(11) 159(6) 2_656
O1W H2W O2 0.84(6) 1.93(6) 2.675(10) 146(6) .
O1W H2W O3 0.84(6) 2.01(7) 2.817(11) 160(6) .
O1W H2W S1 0.84(6) 3.12(6) 3.932(4) 164(5) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C2 C9 -177.2(4) . . . . ?
C22 N1 C2 C9 4.4(6) . . . . ?
C7 N1 C2 Se1 2.7(5) . . . . ?
C22 N1 C2 Se1 -175.7(3) . . . . ?
C8 Se1 C2 N1 -1.4(3) . . . . ?
C8 Se1 C2 C9 178.5(4) . . . . ?
C8 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 1.4(7) . . . . ?
C4 C5 C6 C7 -1.0(7) . . . . ?
C2 N1 C7 C6 177.7(4) . . . . ?
C22 N1 C7 C6 -3.9(6) . . . . ?
C2 N1 C7 C8 -2.8(5) . . . . ?
C22 N1 C7 C8 175.6(4) . . . . ?
C5 C6 C7 N1 179.1(4) . . . . ?
C5 C6 C7 C8 -0.5(6) . . . . ?
C4 C3 C8 C7 -1.2(6) . . . . ?
C4 C3 C8 Se1 179.4(3) . . . . ?
N1 C7 C8 C3 -178.0(4) . . . . ?
C6 C7 C8 C3 1.6(6) . . . . ?
N1 C7 C8 Se1 1.5(5) . . . . ?
C6 C7 C8 Se1 -178.9(3) . . . . ?
C2 Se1 C8 C3 179.4(4) . . . . ?
C2 Se1 C8 C7 -0.1(3) . . . . ?
N1 C2 C9 C10 -174.6(4) . . . . ?
Se1 C2 C9 C10 5.6(7) . . . . ?
C2 C9 C10 C11 178.2(4) . . . . ?
C2 C9 C10 C13 1.5(9) . . . . ?
C1 N3 C11 C12 -1.2(9) . . . . ?
C1 N3 C11 C10 -179.3(5) . . . . ?
C9 C10 C11 N3 1.5(8) . . . . ?
C13 C10 C11 N3 179.5(5) . . . . ?
C9 C10 C11 C12 -177.1(5) . . . . ?
C13 C10 C11 C12 0.8(3) . . . . ?
C9 C10 C11 C13 -177.9(6) . . . . ?
N3 C11 C12 C14 -0.5(9) . . . . ?
C10 C11 C12 C14 178.0(5) . . . . ?
C13 C11 C12 C14 178.8(7) . . . . ?
N3 C11 C12 C13 -179.4(5) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C14 C12 C13 O1 1.1(10) . . . . ?
C11 C12 C13 O1 179.9(6) . . . . ?
C14 C12 C13 C10 -178.0(5) . . . . ?
C11 C12 C13 C10 0.8(3) . . . . ?
C14 C12 C13 C11 -178.8(7) . . . . ?
C9 C10 C13 O1 -2.3(10) . . . . ?
C11 C10 C13 O1 -179.9(5) . . . . ?
C9 C10 C13 C12 176.8(6) . . . . ?
C11 C10 C13 C12 -0.8(3) . . . . ?
C9 C10 C13 C11 177.6(7) . . . . ?
C10 C11 C13 C12 178.9(5) . . . . ?
C12 C11 C13 C10 -178.9(5) . . . . ?
C11 C12 C14 C15 -178.8(5) . . . . ?
C13 C12 C14 C15 -0.6(9) . . . . ?
C20 N2 C15 C14 -179.3(4) . . . . ?
C28 N2 C15 C14 1.7(6) . . . . ?
C20 N2 C15 Se2 1.4(5) . . . . ?
C28 N2 C15 Se2 -177.7(3) . . . . ?
C12 C14 C15 N2 -176.9(4) . . . . ?
C12 C14 C15 Se2 2.3(7) . . . . ?
C21 Se2 C15 N2 0.1(3) . . . . ?
C21 Se2 C15 C14 -179.2(4) . . . . ?
C21 C16 C17 C18 -0.2(7) . . . . ?
C16 C17 C18 C19 1.7(8) . . . . ?
C17 C18 C19 C20 -0.2(7) . . . . ?
C17 C16 C21 C20 -2.9(7) . . . . ?
C17 C16 C21 Se2 179.2(4) . . . . ?
C15 Se2 C21 C16 176.5(4) . . . . ?
C15 Se2 C21 C20 -1.5(3) . . . . ?
C16 C21 C20 C19 4.4(7) . . . . ?
Se2 C21 C20 C19 -177.3(3) . . . . ?
C16 C21 C20 N2 -175.5(4) . . . . ?
Se2 C21 C20 N2 2.7(5) . . . . ?
C18 C19 C20 C21 -2.8(7) . . . . ?
C18 C19 C20 N2 177.2(4) . . . . ?
C15 N2 C20 C21 -2.8(6) . . . . ?
C28 N2 C20 C21 176.3(4) . . . . ?
C15 N2 C20 C19 177.2(4) . . . . ?
C28 N2 C20 C19 -3.7(7) . . . . ?
C2 N1 C22 C23 -92.5(5) . . . . ?
C7 N1 C22 C23 89.2(5) . . . . ?
N1 C22 C23 C24 -173.1(4) . . . . ?
C22 C23 C24 C25 175.1(4) . . . . ?
C23 C24 C25 C26 67.3(6) . . . . ?
C24 C25 C26 C27 64.8(6) . . . . ?
C15 N2 C28 C29 -91.4(5) . . . . ?
C20 N2 C28 C29 89.5(5) . . . . ?
N2 C28 C29 C30 168.7(4) . . . . ?
C28 C29 C30 C31 -82.8(5) . . . . ?
C29 C30 C31 C32 -179.8(4) . . . . ?
C30 C31 C32 C33 -175.1(4) . . . . ?
